(2E)-1,3-bis(2H-1,3-benzodioxol-5-yl)prop-2-en-1-one

• ChemBase ID: 162364
• Molecular Formular: C17H12O5
• Molecular Mass: 296.27418
• Monoisotopic Mass: 296.06847348
• SMILES: c12c(ccc(c1)C(=O)/C=C/c1ccc3c(c1)OCO3)OCO2
• Canonical SMILES: O=C(c1ccc2c(c1)OCO2)/C=C/c1ccc2c(c1)OCO2
• InChI: InChI=1S/C17H12O5/c18-13(12-3-6-15-17(8-12)22-10-20-15)4-1-11-2-5-14-16(7-11)21-9-19-14/h1-8H,9-10H2/b4-1+
• InChIKey: BJVBIPGXQAUWBA-DAFODLJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-1,3-bis(2H-1,3-benzodioxol-5-yl)prop-2-en-1-one
• IUPAC Traditional name: (2E)-1,3-bis(2H-1,3-benzodioxol-5-yl)prop-2-en-1-one
• Synonyms: 1,3-Bis(1,3-benzodioxol-5-yl)-2-propen-1-one; 3,4:3',4'-bis(methylenedioxy)chalcone; NSC 162494; Bis(3,4-methylenedioxy)chalcone

Database IDs

• CAS Number: 76530-89-7
• PubChem SID: 162256499
• PubChem CID: 5735293

CALCULATED PROPERTIES

• Acid pKa: 16.902313
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.1367922
• LogD (pH = 7.4): 3.1367922
• Log P: 3.1367922
• Molar Refractivity: 78.4108 cm^3
• Polarizability: 30.272602 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B495000

Used for the treatment of amyloid diseases and synucleinopathies such as Alzheimer's disease, type 2 diabetes, and Parkinson's disease.

REFERENCES

• Ishii, H., et al.: Chem. Pharm. Bull., 31, 3024 (1983)